Search Images Maps Play YouTube News Gmail Drive More »
Sign in
Screen reader users: click this link for accessible mode. Accessible mode has the same essential features but works better with your reader.

Patents

  1. Advanced Patent Search
Publication numberUS4431631 A
Publication typeGrant
Application numberUS 06/455,388
Publication dateFeb 14, 1984
Filing dateJan 3, 1983
Priority dateJan 3, 1983
Fee statusLapsed
Also published asCA1202910A1, DE3341466A1, DE3341466C2
Publication number06455388, 455388, US 4431631 A, US 4431631A, US-A-4431631, US4431631 A, US4431631A
InventorsDonald Clipper, James Norfleet
Original AssigneeColgate-Palmolive Company
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Aqueous oral solution
US 4431631 A
Abstract
An aqueous oral solution containing hydrogen peroxide, glycerin and/or sorbitol, Pluronic-type surfactant, polyoxyethylenated sorbitol monofatty acid ester surfactant, sweetener and selected flavor.
Images(4)
Previous page
Next page
Claims(17)
We claim:
1. An aqueous oral solution containing, approximately by weight:
A. 1-3% of hydrogen peroxide,
B. 3-15% of a polyhydric alcohol selected from the group consisting of glycerin and sorbitol,
C. 3-10% of ethanol
D. 0.5 to 3% of a nonionic water soluble polyoxyethylenated polyoxypropylene polyol surfactant,
E. 0.3-2% of a nonionic surface active water soluble polyoxyethylenated monoester of sorbitol with C10-18 fatty acid,
F. an effective sweetening amount of a sweetener compound, and
G. an effective flavoring amount of a flavor selected from the group consisting of,
g1. wintergreen flavor containing methyl salicylate and menthol in a weight ratio of about 3:1 to 5:1, and
g2. cinnamon flavor being a propylene glycol solution containing about 6-9% menthol, 32-38% cinnamic aldehyde and 6-9% clove oil.
2. A solution according to claim 1 wherein the polyoxypropylene moiety in D has a molecular weight of about 3250 and constitutes about 20% of the total surfactant molecule.
3. A solution according to claim 2 wherein component E is polyoxyethylene (20) sorbitan monolaurate.
4. A solution according to claim 3 containing wintergreen flavor g1.
5. A solution according to claim 4 wherein component B is sorbitol.
6. A solution according to claim 5 wherein component F is sodium saccharin and the solution contains an effective coloring amount of FD & C Blue No. 1.
7. A solution according to claim 4 wherein component B is glycerin.
8. A solution according to claim 7 containing an effective coloring amount of FD & C Blue No. 1 and component F is sodium saccharin.
9. A solution according to claim 3 containing cinnamon flavor g2.
10. A solution according to claim 9 wherein component B is sorbitol.
11. A solution according to claim 10 containing an effective coloring amount of FD & C Red No. 40 and component F is sodium saccharin.
12. A solution according to claim 9 wherein component B is glycerin.
13. A solution according to claim 12 containing an effective coloring amount of FD & C Red No. 40 and component F is sodium saccharin.
14. An aqueous oral solution containing approximately by weight:
A. 1.5% of hydrogen peroxide,
B. 10.5% of sorbitol,
C. 4.75% of ethanol,
D. 1% of a nonionic water soluble polyoxyethylenated polyoxypropylene polyol surfactant wherein the polyoxypropylene moiety has a molecular weight of about 3250 and constitutes about 20% of the molecule,
E. 0.6% of polyoxyethylene (20) sorbitan monolaurate,
F. an effective sweetening amount of sodium saccharin, and
G. an effective flavoring amount of wintergreen flavor containing methyl salicylate and menthol in weight ratio of about 4:1.
15. A solution according to claim 14 further containing an effective coloring amount of FD & C Blue No. 1.
16. An aqueous oral solution containing, approximately by weight:
A. 1.5% of hydrogen peroxide,
B. 10.5% of sorbitol,
C. 4.75% of ethanol,
D. 1% of a nonionic water soluble polyoxyethylenated polyoxypropylene polyol surfactant wherein the polyoxypropylene moiety has a molicular weight of about 3250 and constitutes about 20% of the molecule,
E. 0.6% of polyoxyethylene (20) sorbitan monolaurate,
F. an effective sweetening amount of sodium saccharin, and
G. an effective flavoring amount of cinnamon flavor being a propylene glycol solution containing about 7.5% menthol, 35% cinnamic aldehyde and 7.5% of clove oil.
17. A solution according to claim 16 further containing an effective coloring amount of FD & C Red No. 40.
Description

This invention relates to an aqueous oral solution and especially to a peroxide-containing aqueous mouthwash or mouthrinse solution.

It has long been recognized in the art that hydrogen peroxide and other peroxygen-containing agents are effective in curative and/or prophylactic treatments with respect to caries, dental plaque, gingivitis, periodontitis, mouth odor, tooth stains, recurrent aphthous ulcers, denture irritations, orthodontic appliance lesions, postextraction and postperiodontal surgery, traumatic oral lesions and mucosal infections, herpetic stomatitis and the like. Peroxide-containing agents in the oral cavity exert a chemomechanical action generating thousands of tiny oxygen bubbles produced by interaction with tissue and salivary enzymes. The swishing action of a mouthrinse enhances this inherent chemomechanical action. Such action has been recommended for delivery of other agents into infected gingival crevices. Peroxide mouthrinses prevent colonization and multiplication of anaerobic bacteria known to be associated with periodontal disease.

It is however also known that most peroxy compounds such as hydrogen peroxide and metal peroxides such as magnesium peroxide in such oral compositions, by interaction with other common excipients therein, tend to be unstable in storage, continuously losing the capacity to release active or nascent oxygen over relatively short periods of time, and tend to diminish or destroy the desired function of such excipients. Among such excipients are flavors and coloring agents added to enhance the acceptability of the mouthrinse to those in need of an oral peroxidizing treatment. Numerous proposals have been made for solving the aforementioned problems, including encapsulating the peroxide compound and/or the peroxide-sensitive excipient, using more stable but more expensive peroxy compounds such as organic peroxides and peroxydiphosphate salts (e.g. the tetrapotassium salt), etc.

It is an object of this invention to provide an oral solution which will not be subject to one or more of the aforementioned disadvantages and deficiencies. Another object of this invention is the provision of a foaming oxygenating mouthrinse in ready-to-use form having a pleasant flavor and/or color and enhanced stability in storage. Still another object of this invention is the provision of such a mouthrinse having a basis of the readily available, highly effective and economical hydrogen peroxide. Other objects and advantages will appear as the description proceeds.

The attainment of one or more of the above objects is made possible by this invention which comprises:

an aqueous oral solution containing, approximately by weight:

A. 1-3% of hydrogen peroxide,

B. 3-15% of a polyhydric alcohol selected from the group consisting of glycerin and sorbitol,

C. 3-10% of ethanol

D. 0.5 to 3% of a nonionic water soluble polyoxyethylenated polyoxypropylene polyol surfactant,

E. 0.3-2% of a nonionic surface active water soluble polyoxyethylenated monoester of sorbitol with C10-18 fatty acid,

F. an effective sweetening amount of a sweetener compound, and

G. an effective flavoring amount of a flavor selected from the group consisting of

g1. wintergreen flavor containing methyl salicylate and menthol in a weight ratio of about 3:1 to 5:1, and

g2. cinnamon flavor being a propylene glycol solution containing about 6-9% menthol, 32-38% cinnamic aldehyde and 6-9% clove oil.

The aforementioned component G flavors have surprisingly been found to be satisfactorily stable and compatible in the presence of hydrogen peroxide, in contrast to other flavors, e.g. fruity flavors such as orange, lemon and lime, and even minty flavors other than the aforesaid g1 component wintergreen flavor, such as peppermint and spearmint. The other aforementioned components are similarly stable and compatible, in contrast to other usually known excipients. The critical combination of the aforementioned components A-G has been found to enable the attainment of the above-mentioned objects of this invention. Effective flavor amounts are as desired, typically ranging from about 0.05 to 1.0%, preferably about 0.1 to 0.5%, by weight in the solution.

A coloring agent is also often desirable for enhanced appearance and acceptability, but must be carefully selected for compatibility with the other named components, particularly the hydrogen peroxide. Green coloring agents for example have been generally found to be unacceptable in this regard. FD & C Blue No. 1 and Red No. 40 have been found to satisfy the requirements of this invention, employed in effective coloring amounts as desired, typically in concentrations of about 0.0002 to 0.004% by weight in the solution.

The preferred component F sweetener compound is saccharin, expecially sodium saccharin, but other known orally acceptable sweetener compounds may be employed, typically in concentrations of about 0.01 to 5 wt. %, such as xylitol, sodium cyclamate, perillartine, D-trypotophan, aspartame, dihydrochalcones and the like.

The component D nonionic surfactant is well known, being a block polymer readily available under the Pluronic trademark. These surfactants are straight chain polymers containing a hydrophobic (water insoluble) polyoxypropylene moiety polyoxyethylenated at both ends with sufficient water-solubilizing oxyethylene groups to achieve the desired water-solubility, HLB (hydrophyliclipophylic balance) and dispersing surfactant activity. The solid F series of Pluronics are preferred in which the molecular weight of the polyoxypropylene moiety ranges from about 950 to 4,000 and constitutes about 20-30% of the molecule (i.e. 80-70% polyoxyethylene in the molecule). Pluronic F 108 is especially preferred, in which the said hydrophobic moiety has a molecular weight of about 3250 and constitutes about 20% of the molecule. This surfactant has a molecular weight of about 14,000-16,000 and an HLB of about 28.

The component E nonionic surfactant is also well known under the generic term "polysorbate," being readily available under the Tween and other trademarks. These surfactants are mixtures of C10-18 fatty acid esters of sorbitol (and sorbitol anhydrides), consisting predominantly of the monoester, condensed with about 10-30, preferably about 20, moles of ethyleneoxide. The fatty acid (aliphatic hydrocarbyl monocarboxylic acid) may be saturated or unsaturated, e.g. lauric, palmitic, stearic, oleic acids. Polysorbate 20(e.g. Tween 20) is especially preferred, commonly referred to as polyoxyethylene (20) sorbitan monolaurate.

The surfactant components serve as solubilizing, dispersing, emulsifying, wetting and viscosity-control agents in combination, being especially effective to solubilize the flavor.

Sorbitol is preferred as the component B polyhydric alcohol since although glycerin is sufficiently compatible with the other components, particularly the hydrogen peroxide, it interferes with at least 1 common method for analysis of the peroxide content. Component B serves as humectant, carrier (with the ethanol) and viscosity-control agent.

The solutions of this invention may contain other functional agents such as anticaries agents and the like. Fluorine-providing anticaries compounds optionally present in these solutions may be partially or fully water-soluble. They are characterized by their ability to release fluorine-containing ions in water and by substantial freedom from reaction with other compounds of the oral preparation. Among these materials are inorganic fluoride salts, such as soluble alkali metal, alkaline earth metal and heavy metal salts, for example, sodium fluoride, potassium fluoride, ammonium fluoride, calcium fluoride, a copper fluoride such as cuprous fluoride, zinc fluoride, a tin fluoride such as stannic fluoride or stannous chlorofluoride, barium fluoride, sodium fluorosilicate, ammonium fluorosilicate, sodium florozirconate, sodium monofluorophosphate, aluminum mono- and di-fluorophosphate, and fluorinated sodium calcium pyrophosphate. Alkali metal and tin fluorides, such as sodium and stannous fluorides, sodium monofluorophosphate (MFP) and mixtures thereof, are preferred.

The amount of the fluorine-providing compound is dependent to some extent upon the type of compound, its solubility, and the type of oral preparation, but it must be a nontoxic amount. An amount of such compound which releases a maximum of about 1% of fluoride ion by weight of the preparation is considered satisfactory. Any suitable minimum amount of such compound may be used, but it is preferable to employ sufficient compound to release about 0.005 to 1%, and preferably about 0.1% of fluoride ion. Typically, especially in the cases of MFP, alkali metal fluorides and stannous fluoride, this component is optionally present in these solutions in an amount of about 0.01 to 2 wt. %, preferably about 0.05 to 1 wt. %, especially about 0.76 wt. %.

The pH of the solutions of this invention generally range from about 4 to 6, preferably about 5. Other common mouthrinse excipients may be included in these solutions such as thickeners, preservatives, and the like. The solutions of this invention may be prepared by judiciously mixing the various components for proper solubilization in the ethanol/polyhydric alcohol/water carrier medium, coloring agent and hydrogen peroxide in order being preferably added after the other components.

The following examples of preferred embodiments of this invention are only illustrative. All amounts and proportions referred to herein and in the appended claims are by weight unless otherwise indicated. Typically, in preparing these exemplified formulations, the flavor is first added to the ethanol with agitation. The component D and E surfactants are then slowly sprinkled in with constant stirring, after which sufficient water is added slowly with stirring for abou ten minutes or until all the surfactants are dissolved and the solution is clear. The component B polyhydric alcohol is then added slowly with stirring followed by addition of the component F sweetener, preferably previously solubilized in a little water. Coloring agent, hydrogen peroxide (in the form of a 35% aqueous solution), and the remainder of the water are then added in succession.

              TABLE I______________________________________     Examples (% w/v)     1     2       3      4     5    6______________________________________Ethanol1        4.75    4.75    4.75                             4.75  4.75                                        4.75WintergreenFlavor2       0.22    0.22    0.22            0.22Cinnamon Flavor3            0.15  0.15Pluronic F 108       1.0     1.0     1.0  1.0   1.0  1.0Polysorbate 204       0.6     0.6     0.6  0.6   0.6  0.6Sorbitol5       10.5            10.5 10.5Glycerin            5.0                5.0  5.0Sodium saccharin       0.04    0.04    0.04 0.04  0.04 0.04FD & C Blue .0004   .0004No. 16FD & C Red                       .002  .002No. 406Hydrogen peroxide 7       1.5     1.5     1.5  1.5   1.5  1.5Purified Water       ←  qs.     to   100 v.                                  →                                       →(USP Deionized)______________________________________ 1 in form of 95% soln 2 80% methyl salicylate, 20% menthol 3 7.5% menthol, 35% cinnamic aldehyde, 7.5% clove oil in propylene glycol soln. 4 Tween 20polyoxyethylene (20) sorbitan monolaurate 5 in form of 70% soln 6 in form of 1% soln 7 in form of 35% soln

All the above-exemplified formulations represent satisfactory, pleasing, acceptable and effective foaming oxygenating mouthrinses having satisfactory storage stability with respect to flavor, color, appearance, taste, peroxy content and the like.

This invention has been disclosed with respect to preferred embodiments, and various modifications and variations thereof obvious to those skilled in the art are to be included within the spirit and purview of this application and the scope of the appended claims.

Patent Citations
Cited PatentFiling datePublication dateApplicantTitle
US959605 *Aug 5, 1908May 31, 1910Pearson & Co Ges Mit Beschraenkter HaftungStable composition containing hydrogen peroxid.
US2035267 *Feb 10, 1934Mar 24, 1936Louis SchumacherEffervescent sodium perborate
US2054742 *Jun 11, 1932Sep 15, 1936Internat Scient Products CoPreparation for the teeth and the mouth
US2422145 *Feb 21, 1942Jun 10, 1947Atlas Powder CoEssential oil compositions
US2435744 *Nov 6, 1944Feb 10, 1948Carlisle G HartmanFlavoring solutions
US2501145 *Jun 18, 1947Mar 21, 1950Nathan SmithComposition for release of oxygen
US2508978 *Jul 8, 1947May 23, 1950Fiavor CorpEmulsoids
US2677700 *May 31, 1951May 4, 1954Wyandotte Chemicals CorpPolyoxyalkylene surface active agents
US2773801 *Jul 3, 1952Dec 11, 1956Colgate Palmolive CoDentifrice compositions comprising a normally-solid water soluble condensation product of ethylene glycol and polypropylene glycol
US3639563 *Jul 23, 1970Feb 1, 1972Colgate Palmolive CoMouthwash containing polymeric polyoxyethylene nonionic surface active agent and chloroform
US3639574 *Oct 25, 1967Feb 1, 1972Basf Wyandotte CorpStable hydrogen peroxide gels
US3666496 *Sep 3, 1969May 30, 1972Firmenich IncWater soluble,powdered,terpene-containing flavors
US3674502 *Sep 5, 1969Jul 4, 1972Firmenich IncNonringing beverages containing poly(oxyethylene) - poly(oxypropylene) - poly(oxyethylene) copolymers
US3907991 *Feb 25, 1974Sep 23, 1975Accetta Anthony FMethods of killing certain bacteria and fungi and diminishing dental plaque
US3947570 *Nov 22, 1974Mar 30, 1976Colgate-Palmolive CompanyOral product
US3954974 *Jul 30, 1974May 4, 1976Paul HerzogOil-in-water emulsions
US4130638 *Nov 21, 1977Dec 19, 1978Richardson-Merrell Inc.Mouthwash compositions
US4150151 *Dec 12, 1977Apr 17, 1979Lever Brothers CompanyMouthwash
US4216200 *Feb 26, 1976Aug 5, 1980Horn William ESodium fluoride, menthol, oil of cloves, oil of cinnamon
US4226851 *Jul 11, 1979Oct 7, 1980Sompayrac Hewitt AOral hygene, zinc chloride, vitamin e
US4272513 *Jan 31, 1980Jun 9, 1981Colgate-Palmolive CompanyTranexamic acid, fluorine-containing anticaries agent, and flavoring
US4278664 *Feb 6, 1978Jul 14, 1981Cleave Jon S VanPreventative treatment for Otitis externae
DE2944021A1 *Oct 31, 1979May 14, 1980Unilever NvErzeugnisse fuer die mundpflege, wie zahnpflege- und mundspuelmittel, und ihre herstellung
Non-Patent Citations
Reference
1 *Kaizu et al. Bull. Tokyo Dent. Coll. (1978) 19(4):209 216 (Eng.) Reduction of Bad Breath from Periodontal Patients by Dilute Hydrogen Peroxide Solution.
2Kaizu et al. Bull. Tokyo Dent. Coll. (1978) 19(4):209-216 (Eng.) Reduction of Bad Breath from Periodontal Patients by Dilute Hydrogen Peroxide Solution.
3 *Schmolka American Perfurmer & Cosmetics 82: 25 30, Jul. 1967, Applications of Pluronic Polyols in the Cosmetic Industry .
4Schmolka American Perfurmer & Cosmetics 82: 25-30, Jul. 1967, "Applications of Pluronic Polyols in the Cosmetic Industry".
Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US4537765 *Jun 21, 1983Aug 27, 1985Colgate-Palmolive CompanyPeroxydiphosphate toothpaste composition
US4547361 *Feb 10, 1984Oct 15, 1985Colgate-Palmolive CompanyStabilizing of cinnamic aldehyde-containing flavors with propylene glycol and dipropylene glycol
US4696757 *Jun 16, 1986Sep 29, 1987American Home Products CorporationStable hydrogen peroxide gels
US4781923 *Jul 20, 1987Nov 1, 1988Pellico Michael AAntiseptic gels
US4812308 *Feb 20, 1987Mar 14, 1989Church & Dwight Co., Inc.Sodium bicarbonate and sodium percarbonate
US4839156 *Apr 17, 1987Jun 13, 1989Colgate-Palmolive CompanyStable hydrogen peroxide dental gel
US4895721 *Jan 22, 1988Jan 23, 1990Carter-Wallace Inc.Peroxide gel dentifrice compositions
US4968251 *Jul 3, 1989Nov 6, 1990Darnell Daniel HTreatment of a tooth
US4980152 *Aug 6, 1987Dec 25, 1990Marion LaboratoriesContaining hydrogen or urea peroxide and fluoride compound
US4990089 *May 4, 1990Feb 5, 1991Dunhall Pharmaceuticals, Inc.Method and material for brightening teeth
US4992256 *Sep 27, 1989Feb 12, 1991Colgate-Palmolive CompanyPlaque disclosing compositions
US5028439 *Jan 9, 1989Jul 2, 1991Colgate Palmolive CompanyInhibition of parathyroid hormone secretion
US5034383 *Mar 13, 1989Jul 23, 1991Colgate-Palmolive CompanyHypotensive agents for bone disorders
US5039515 *Nov 21, 1990Aug 13, 1991Korf Patricia KDissolving and removing dried secretions with saline solution containing glycerin, hydrogen peroxide and antacid neutralizi-ng agents
US5059417 *Jun 26, 1990Oct 22, 1991Chesebrough-Pond's Usa Co., Division Of Conopco, Inc.Peroxide gel dentifrice
US5085853 *Jun 24, 1991Feb 4, 1992Chesebrough-Pond's U.S.A., Division Of Conopco, Inc.Flavor for peroxide-bicarbonate oral compositions
US5098716 *Aug 23, 1990Mar 24, 1992Embro William JTreatment of herpes virus with stannous fluoride and carrier
US5104644 *Oct 25, 1990Apr 14, 19927-L CorporationMouthrinse composition
US5234342 *Jun 20, 1991Aug 10, 1993Ultradent Products, Inc.Sustained release method for treating teeth surfaces
US5256396 *Jan 24, 1990Oct 26, 1993Colgate-Palmolive CompanyTopical composition
US5376006 *Sep 24, 1992Dec 27, 1994Ultradent Products, Inc.Sustained release; dental tray with reservoirs for holding composition close to teeth for required time; includes high carboxypolymethylene concentration for high viscosity
US5409631 *Nov 22, 1991Apr 25, 1995Ultradent ProductsDental bleaching compositions and methods for bleaching teeth surfaces
US5514366 *May 30, 1995May 7, 1996Diamond; Jeffrey H.Dental and oral preparation for smokers for solubilizing and removing tobacco tars as well as onion and garlic essential oils
US5534243 *Sep 26, 1994Jul 9, 1996The Procter & Gamble CompanyAqueous oral compositions
US5554028 *Mar 24, 1994Sep 10, 1996Dentsply Research & Development Corp.Dental impression taking
US5658595 *Sep 10, 1992Aug 19, 1997Kon-Des Milieutechnologie B.V.Method, composition and device for the treatment of raw materials, products and production means, in particular in the foodstuffs industry
US5662888 *May 3, 1996Sep 2, 1997Jeffrey Mitchell LaboratoriesToothpaste for smokers for solubilizing and removing tobacco tars
US5725843 *Sep 27, 1996Mar 10, 1998Ultradent Products, Inc.Methods for bleaching teeth surfaces
US5746598 *Sep 27, 1996May 5, 1998Ultradent Products, Inc.Dental bleaching compositions including a sticky matrix material
US5759037 *Sep 26, 1996Jun 2, 1998Ultradent Products IncMethods for manufacturing dental trays having thin walls for increased comfort
US5759038 *Sep 26, 1996Jun 2, 1998Fischer; Dan E.Dental kit for applying sticky dental bleaching compositions to a person's teeth
US5770105 *Sep 30, 1996Jun 23, 1998Ultradent Products, Inc.Mixing carboxypolymethylene, one or more polyols and water to form a matrix, adding base to adjust ph, dispersing bleaching agent in matrix
US5770182 *Jan 25, 1995Jun 23, 1998Ultradent Products, Inc.Methods for treating teeth with anticariogenic and antimicrobial dental compositions
US5783146 *Sep 5, 1996Jul 21, 1998Williams, Jr.; Robert M.Sporicidal compositions, sterlization devices and methods for rapid cleaning, disinfection, and sterilization
US5851512 *May 30, 1997Dec 22, 1998Ultradent Products, Inc.Dental compositions having a sticky matrix material for treating sensitive teeth
US5855870 *May 30, 1997Jan 5, 1999Ultradent Products, Inc.Method for treating sensitive teeth
US5958984 *Jan 21, 1998Sep 28, 1999Devillez; Richard L.Method and composition for skin treatment
US5985249 *Oct 14, 1997Nov 16, 1999Ultradent Products, Inc.Sticky dental compositions for adhering a passive-type dental tray over a person's teeth
US6036943 *Oct 14, 1997Mar 14, 2000Ultradent Products, Inc.Methods for treating a person's teeth using sticky dental compositions in combination with passive-type dental trays
US6086372 *Jun 4, 1997Jul 11, 2000Block Drug Company, Inc.Dental and oral preparation
US6086855 *Feb 26, 1999Jul 11, 2000Ultradent Products, Inc.Obtaining an impression, preparing a stone cast from the impression, forming the dentral tray from the cast using a preformed polymer sheet, and scalloping dental tray so it covers the teeth only; use to treat teeth surfaces, bleaching
US6093705 *Mar 7, 1996Jul 25, 2000New Zealand Institute For Crop & Food Research LimitedMethods and compositions for sedating, anaesthetizing and euthanizing aquatic organisms
US6183251Feb 26, 1999Feb 6, 2001Ultradent Products, Inc.Scalloped dental trays for use in treating teeth with sticky dental compositions
US6261540Oct 20, 1998Jul 17, 2001Warner-Lambert CompanyMouthwash and toothpaste gels with peroxide and flavor
US6306370Nov 12, 1998Oct 23, 2001Ultradent Products, Inc.Compositions and methods for whitening and desensitizing teeth
US6309625Nov 12, 1998Oct 30, 2001Ultradent Products, Inc.One-part dental compositions and methods for bleaching and desensitizing teeth
US6322774 *Jul 5, 2000Nov 27, 2001Ultradent Products, Inc.Optimally sticky and viscous to adhere and retain a dental tray against teeth whithout mechanical pressure; stability
US6348187 *Jan 13, 1997Feb 19, 2002Warner-Lambert CompanyAntibacterial mixture of thymol, eucalyptol, menthol, methylsalicylate, with an anionic surfactant and water in one vessel and a second vessel containing an aqueous hydrogen peroxide solution;
US6368576Oct 23, 2000Apr 9, 2002Ultradent Products, Inc.Mixture of bleach and potassium nitrate
US6551579May 29, 2001Apr 22, 2003The Procter & Gamble CompanyDelivery systems for a tooth whitener
US6582708Jun 28, 2000Jun 24, 2003The Procter & Gamble CompanyTooth whitening substance which comprises a high concentration of water, a peroxide, a gelling agent, and carrier materials. The tooth whitening substance will remain stable when stored as a thin layer. The present invention also relates to a
US6685922Mar 23, 2001Feb 3, 2004Dentsply International Inc.Tooth whitening material and method of whitening teeth
US6685923Jan 25, 2002Feb 3, 2004Dentsply Research & Development Corp.Hydrogen peroxide aqueous solution
US6884426Dec 17, 2002Apr 26, 2005The Procter & Gamble Co.Methods for whitening teeth
US6949240May 23, 2002Sep 27, 2005The Procter & Gamble CompanyStrip impregnated with peroxy compound
US7018622Oct 24, 2002Mar 28, 2006The Procter & Gamble CompanyPackaged product for use with tooth whitening systems that is storage stable in absence of light
US7122199Apr 6, 2005Oct 17, 2006The Procter & Gamble CompanyMethods for whitening teeth
US7803353Mar 6, 2007Sep 28, 2010The Procter & Gamble Companymouth rinse, mouth spray, dental solution containing hydrogen peroxide, flavor components that maintain a consistent flavor profile in the presence of peroxide containing methyl salicylate, cinnamyl alcohol, eucalyptol, and menthone, a coolant e.g.N-ethyl-p-menthan-3-carboxamide; refreshing taste
US8936778Apr 10, 2007Jan 20, 2015Ultradent Products, Inc.Methods for bleaching and desensitizing teeth
US8945519 *Feb 5, 2013Feb 3, 2015Mcneil-Ppc, Inc.Compositions useful for tooth whitening
US20130149262 *Feb 5, 2013Jun 13, 2013Mcneil-Ppc, Inc.Compositions useful for tooth whitening
USRE34196 *Aug 7, 1991Mar 16, 1993Dunhall Pharmaceuticals, Inc.Placing liquid-tight splint containing brightener around teeth
USRE42126Jun 30, 2000Feb 8, 2011The Procter & Gamble Companysystem for delivering oral care substance to oral cavity comprising a removable backing strip having sufficient flexibility to be conformable to oral surface and oral care composition that forms film when applied to backing strip comprising organosiloxane resin, rheology modifier, and oral care substance
EP0288419A1 *Apr 15, 1988Oct 26, 1988Colgate-Palmolive CompanyStable hydrogen peroxide dental gel containing fumed silicas
EP0288420A1 *Apr 15, 1988Oct 26, 1988Colgate-Palmolive CompanyStable hydrogen peroxide dental gel
EP0464913A1 *Jun 20, 1991Jan 8, 1992Unilever N.V.Peroxide gel dentifrice
EP0733372A2 *Mar 12, 1996Sep 25, 1996Ciba-Geigy AgPharmaceutical base for the formulation of nanosuspensions
WO1993004595A2 *Sep 10, 1992Mar 18, 1993Kon Des Milieutechnologie B VMethod, composition and device for the treatment of raw materials, products and production means, in particular in the foodstuffs industry
WO1995025501A1 *Mar 23, 1995Sep 28, 1995Dentsply Int IncDental cleaning solutions
WO1996027377A1 *Mar 7, 1996Sep 12, 1996Ailsa Jan HollandMethods and compositions for sedating, anaesthetising and euthanising aquatic organisms
WO2003007680A2 *Jul 17, 2002Jan 30, 2003Den Mat CorpA method and system for tooth whitening for long term efficacy
WO2012051727A2Sep 29, 2011Apr 26, 2012Swissdent Cosmetics AgOxidative stable micellar compositions
Classifications
U.S. Classification424/53, 424/641, 424/674, 424/617, 424/606, 424/616, 424/676, 424/650, 424/673, 424/603, 424/632, 426/651
International ClassificationA61K33/40, A61K31/045, A61K8/34, A61K47/00, A61Q11/00, A61K, A61K8/92, A61K8/22, A61K8/90
Cooperative ClassificationA61K8/922, A61K8/22, A61Q11/00, A61K8/345, A61K8/90
European ClassificationA61Q11/00, A61K8/92C, A61K8/22, A61K8/34D, A61K8/90
Legal Events
DateCodeEventDescription
Apr 23, 1996FPExpired due to failure to pay maintenance fee
Effective date: 19960214
Feb 14, 1996SULPSurcharge for late payment
Feb 14, 1996FPAYFee payment
Year of fee payment: 12
Sep 19, 1995REMIMaintenance fee reminder mailed
Aug 16, 1991FPAYFee payment
Year of fee payment: 8
Aug 17, 1987FPAYFee payment
Year of fee payment: 4
Oct 17, 1983ASAssignment
Owner name: COLGATE PALMOLIVE COMPANY 300 PARK AVE NY NY 10022
Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNORS:CLIPPER, DONALD;NORFLEET, JAMES;REEL/FRAME:004177/0737
Effective date: 19821227
Owner name: COLGATE PALMOLIVE COMPANY, NEW YORK
Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:CLIPPER, DONALD;NORFLEET, JAMES;REEL/FRAME:004177/0737